Abstract
Abstract Cyclization rate constants for various 1,n-halo(alkylthio)alkanes X[sbnd](CH2) n [sbnd]S[sbnd]R with n=4 and n=5 were determined in CH3CN, CH2CI2, C6H14, CDCI3 and H2O/CH3CN (9:1) at T=25°C. The rate of formation of the five- and six-membered cyclic sulphonium salts depends on the halogen atom (I>Br>Cl), the number of methylene groups between sulphur and halogen (n=4>n=5), on the alkyl group R and on the solvent. In aqueous CH3CN hydrolysis becomes competetive. The hydrolysis rate constants of several 1,n-halo(alkylthio)alkanes with n>3 were determined in water at T=25 and 60°C and compared to those of some alkyl halides and the mustard derivative 1-chloro-2-methylthioethane. Hydrolysis of the chloro compounds is slower than of the bromo and iodo analogoues and depends on the number of methylene groups (n) between halogen and sulphur.
Published Version
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
